Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
BEACHFRONT RESORT on INCREDIBLE Sugar Beach! Kihei Sands Condos - A13
Dreaming of a warm Winter Getaway with breathtaking ocean views? Now's your chance. Our NEW LOWERED RATES make it easier to unwind, recharge, and witness whales! Our lovely Condo A13 is sunny south Kihei Maui was completely remodeled in May 2022. The new Mitsubishi A/C...
The Emerald Lotus ~ Heated Pool ~ Jacuzzi ~ Golf
Step into paradise at the Emerald Lotus, a three-bedroom haven where tropical breezes and unobstructed golf course views welcome you. Revel in incredible mountain views and a prime location above sea level, ensuring a constant flow of refreshing trade winds throughout...
Crew Rest Maui - 2BR/2BA, Oceanfront, Superior Views, A/C throughout!
**There are many rumors surrounding vacation rentals on Maui. It's true that there is a proposed ban on some short-term rentals. That bill has not yet become law, and even if it does, it would not go into effect for our property until 2031. In the meantime, Maui is open...
Turtle Rock - Ocean Front Cottage with pool
Direct Ocean Front Home completely remodeled inside and out overlooking spectacular Kahalu’u Bay with views of surfers, dolphins, whales and sunsets. This one of a kind property features two Cottages with separate Master Suites. Amenities include two bathrooms, sun...
Half Moon Hana: Beautiful 3BR Oceanview Princeville Home
Welcome to Half Moon Hana, a serene 3-bedroom, 3-bath retreat in Princeville, offering sweeping ocean, mountain, and golf course views. This beautifully remodeled single-level home spans approximately 3,500 sq ft of bright, airy living space, with vaulted ceilings,...
KLVR welcomes you to Luana Villa 13D, Oceanfront Resort, short walk to the beach
Kaanapali Luxury Vacation Rentals welcomes you to our beautiful upper level Luana Villa at the Honua Kai Resort.New luxurious private villa steps away from world famous Kaanapali beachThis luxurious villa is located within a private garden enclave at the spectacular,...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | Studio Condo, Gorgeous Studio! HKH-423
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Spectacular Ocean Front, Garden Level, Corner Unit, Stunning Views for 4 in Kona
Due to last minute Christmas cancellation I'm offering a 10% discount from 12/20-12/27!!!!!This oceanfront condo located in a gated community allows you to enjoy the sounds of waves crashing on the rocks, whale and spinners dolphins watching. Unbelievable sunsets from...
Hale Ola Kai - a 3br/3ba home a block from the beach in Hanalei
TVNCU-1343 - TAT# 127-070-6176-01 - "Healthy House by the Sea"Hale Ola Kai is a three bedroom, three bath home located near world famous Hanalei Bay. The house is an elegant and modern remodeled home. The stunning interior is equipped with anything you need to make your...
Amazing Turtle Bay Condo - Kuilima Estates East
Look no further for your perfect escape to Hawaii! Nestled in the resort community of Turtle Bay, this newly updated 1 bedroom condo w/ a loft is outfitted with LUTRON Ketra lighting technology & LUTRON motorized shades and can easily sleep 4-5 guests the Kuilima...
Experience Authentic Hawaii on Oahu's West Side! 5 Minutes to the Beach!
ABOUT OUR CONDO: This is a beautiful 2 bedroom, 1 bath condo with vaulted ceilings and two separate lanais, a unique feature in the complex. Located on the third floor, the master bedroom lanai has a gorgeous view of the Makaha Valley mountain range, while the living...
🏖️Prestigious Mauna Lani Resort | Luxurious End Unit | vrKCV
vrKCV - Golf Villas at Mauna Lani L5, Professionally Managed by Kona Coast VacationsEscape to Tranquility at Golf Villas L5 - Your Perfect Island GetawayImmerse yourself in the serene ambiance of the Golf Villas at Mauna Lani Resort, where tranquility meets luxury....
1200 sqft Beach Front Penthouse just steps to Beach! Ocean Views from all rooms!
There are no other Top Floor rentals with this water front exposure in this building. An amazing way to spend your vacation! Professionally remodeled and decorated by a noted California Interior Designer. This penthouse has consistently been 'Highly Reviewed' on VRBO...
Kulakane 310 Updated BeachFront 2BD w AC Pool
Kulakane 310 Unbelievable West Maui Sunsets from Direct Oceanfront Condo! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour,...
Maui Resort Rentals: Kaanapali Alii 3116 – Luxuriously Remodeled 2BR Oceanfront Royal Penthouse! The Crown Jewel of the Kaanapali Ali'i
Never before available for rental, this stunning oceanfront royal penthouse is one of the finest 2BR suites on offer at the acclaimed Kaanapali Ali'i. For a vacation rental experience in the heart of Kaanapali Beach, it simply does not get any better!Gorgeously...
Experience Oceanfront Grandeur: Royal Mauian #418 - Spectacular Views Await!
Royal Mauian #418 – Spacious Oceanfront Three-Bedroom RetreatRoyal Mauian #418 is a rare three-bedroom, two-bathroom condo designed for families or groups seeking both space and stunning views. With its prime oceanfront location, expansive lanai, and tasteful upgrades...
Kahana Reef 118: Completely remodeled one bdrm Ocean Front Kahana Condo
Completely remodeled Kahana Maui vacation condo with direct oceanfront views. Updates include new marble floors throughout (excluding bedroom), kitchen cabinets and appliances, imported Brazilian granite countertop, marble bathroom, carpeting in the bedroom and...
SEEN on HGTV- 2024 YOUR YEAR to EXPLORE- Aloha Sweet Hale-HOT TUB-Peaceful
Come stay at ALOHA SWEET HALE- Distinctively the Best in Volcano Village. Experience the beauty of the Volcano Village rainforest as well as all the comforts of home.Don’t miss your chance of a lifetime to see one of the more active and friendly volcanoes in the world....
EL J218 Kaanapali Studio w Ocean Views Pool AC
Eldorado J218 Bright and Cozy Studio with Ocean View, Golf and Beach lovers delight! This bright and cozy studio is the perfect spot to relax and enjoy your Kaanapali Maui Vacation! Eldorado J218 features a fully stocked kitchen, full bathroom, and a beautifully...
Kamaole Sands Condo w/ Shared Grill, A/C-Snorkel, Surf, Swim
Kamaole Sands 5-216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Conveniently located across from Kamaole Beach III in the beautiful town of Kihei, this Kamaole Sands condo...
Alihi Lani 2: 2 Bedroom, 2 Bath Oceanfront!! Vacation On Kauai!!
Må vi byde dig velkommen til Alihi Lani på Poipu. Vores smukke ejerlejligheder beliggende i hjertet af Kauais solrige sydkyst! Alihi Lani. eller 'Smuk horisontudsigt', beskriver passende det storslåede havpanorama over Hawaii-solnedgange, majestætiske hvaler, lokale...
Beautiful ocean view condo with pool, lanai, hot tub, & W/D
Waikoloa Fairways A108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to your tropical home away from home on the Big Island of Hawaii. With several world-class...
REMODELED-BUILDING #3-OCEAN VIEWS-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this stunning, 1 bedroom, 2 bathroom (820 sq. ft) condo that has been completely remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and...
Elegant Oceanfront Vistas
Summary:Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a...
Quiet Top-floor Penthouse, Golf Course views, 2BR/2BA+Loft Sleeps 6
Aloha!!Why stay in a hotel when you can stay in a spacious, beautiful, comfortable and convenient golf-front condominium at the Fairway Villas at Waikoloa Beach Resort?Our condominium home sleeps 6. It has 2 bedrooms, 2 full baths, plus a loft configured as...
Tranquil Sandy Beachfront - minimal beach traffic. Like your own private beach
This home's 1700 square feet interior is newly remodeled and has 3 bedrooms, 2 bathrooms. Two bedrooms have queen size beds and one bedroom has 2 twin beds. The bedrooms and living rooms have ceiling fans or you can enjoy the cool ocean breezes. The living room has two...
Ma'alaea Surf, Unit A1-2BR Ground Floor Beachfront Condo, AC, Wi-Fi, Kitchen
Maalaea Surf, Unit A1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features an updated kitchen with a microwave convection oven, dishwasher and large refrigerator. The unit has central AC, Wi-Fi, TV,...
Kaha Lani Resort #325, Oceanfront, Steps to Beach, No Resort Fees!
Kaha Lani Unit #325, Oceanfront Vacation Rental on a Beachfront Resort in Wailua, Kauai. Just 2-miles to the heart of Kapaa Town. Steps to sandy beaches, surrounded by parks, a golf course, and the ocean. Relax to the sound of the waves. Accommodates up to 4 guests,...
Nihi Kai #403: Newly Remodeled in 2023, Full AC, Steps to Beach!
An ideal location in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over five minute walk to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. Unit 403 is just over 300 feet from the shore with a...
REMODELED-LARGE LANAI-RESORT LIVING-AC-OCEAN VIEWS-METICULOUS CLEANING
Book with confidence, Wailea Ekahi 18F is a brand new luxurious condo. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7. We are committed to provide our...
Kona Makai 4-306: Top Floor 3 Bedroom Unit with Wrap Around Lanai &OceanViews
Kona Makai #4-306 is a excellent, very spacious condo for your Hawaii Vacation! Rarely are there 2 bedroom units with the loft being the Third Bonus Bedroom! Being the top floor corner in building 4, the location is truly wonderful! A great option for 6 people. The...
Steps to Magic Sands Beach l AC l Chef's Kitchen l vrKVR
Steps from Magic Sands Beach – Your Elegant Kona Coast EscapeIdeally situated just across scenic Ali‘i Drive from the iconic Magic Sands Beach, this bright and breezy 2-bedroom, 2-bath retreat is your perfect home base on the Big Island. With central air conditioning,...
Kihei Surfside #511: Amazing Oceanfront Paradise with Stunning Views
Kihei Surfside #511 – Oceanfront Comfort with Split-Duct AC and Remodeled Kitchen & BathsWelcome to Kihei Surfside #511, a 1-bedroom, 1.5-bathroom oceanfront condo with stunning views of Maui’s south shore and a thoughtfully upgraded interior. This fifth-floor unit...
Blue Oasis - Champion Ridge Estate at Mauna Lani Resort
Experience the best of Hawaii in this luxury 5,600 sq ft estate in the Mauna Lani resort area. Take a dip in the heated pool and hot tub (heated to your desired temperature), drink a beer in the billiards room, have an evening putting competition on the private putting...
Highly Desired Unit-Amazing Ocean Views-hot tub pool- large kitchen-5 stars
Welcome to the 'Mahina Hideaway', a premier beachfront unit on the gorgeous west shores of Maui, halfway between Lahaina/Kaanapali and Kapalua Resort areas. The Hale Mahina Beach resort (a small private beachfront complex with only 52 units) is just minutes from Maui's...
Oceanview spacious 2 bedroom Kaanapali Royal gem
Welcome to Kaanapali Royal Q302. This spacious 2 bedroom, 2 bathroom ocean view condo features central AC, 3 private lanai, & everything needed to feel at home. This beautiful coastal style condo can accommodate 6 people. Located in the heart of Kaanapali this gated...
Direct Ocean Front Property Wailea Ekahi 42A Remodeled 2024 - 1 Bed 2 Full Bath
Imagine waking to the gentle lull of the trade winds, sunlight streaming through your lanai, and the promise of a perfect day in paradise. Welcome to Unit 42A at Wailea Ekahi Villas, a meticulously remodeled one-bedroom, two-full-bathroom haven where luxury meets...
5 bedroom, Central A/C! Come relax at the Regency Villas at Poipu Kai H222
This 5 bedroom condo is a roomy and centrally air conditioned home with plenty of space for your whole crew. This sub development is called Regency Villas, and is located in Poipu Kai. This home offers modern appliances, central A/C, washer and dryer, beach toys, and so...
Maui Sunset Resort B102 - Aloha Tai, Ground floor, 1BR/2BA, Sleeps 5, AC, Wifi,
Summary:Oceanfront Resort Condo Suite - ground floor tastefully-updated with all new furniture (April 2022) 1-Bedroom 2-bath with King Bed, Queen Sleeper & Twin Murphy bed in LR. Family Friendly, sleeps up to 5, Full Kitchen, AC, Washer/Dryer in-suite, Free WIFI &...
Kailua-Kona Condo w/ Lanai, Walk to Beach + Pier!
Plan for plenty of exciting adventures when you make this Kailua-Kona vacation rental the site of your next stop in Hawaii! Conveniently located just a short walk from Kamakahonu Beach, Hulihe‘e Palace, and a number of top local restaurants, this 1-bedroom, 1-bath condo...
Oceanfront corner unit #106! Honokeana Cove
Oceanfront 2 Bedrm / 2 Bath Ground Floor Unit with Fully equipped Kitchen. Superb location within the complex . Offers spectacular views and only steps away from the Pool and the Best Snorkeling on Maui! Nestled in a private cove, with a breathtaking view of the nearby...
Aloha Aku Ohana Suite – Spacious Garden View Oasis
Summary:Aloha AKU is a tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden / wetlands view two-bedroom Ohana. Each suite has a private entrance,...
Kona OCEANFRONT PVT Home ~ Sleeps 8+, Hot Tub, 2 min walk to Magic Sands Beach
E komo mai (welcome) to HALE HONU!! (“Hall-eh Ho-new” ~ meaning the Home of the Sea Turtle) This is a great vacation home, really oceanfront, right on the water, just 3 miles from Kailua-Kona! **** SPECTACULAR LOCATION!! UNSURPASSED VIEWS!! PERFECT VACATION HOME!! If...
Kona Reef F22. Beautiful Ocean view unit with AC and free WiFi. Close to town
Located on the edge of Kailua Village. Short walk to shopping and restaurants.Indulge in the Hawaii resort experience from this luxury top floor unit that lies near the ocean at Kona Reef. Relax on your lanai watching for whales, dolphins and outrigger canoes as waves...
LOW MAY RATES !!! Walk to the beach. Read our reviews !
Aloha and Welcome # 120 which is located in the back of a quiet oasis. This is a lushly landscaped resort with a beautiful Hawaiian ambiance. Comfortable linens, pillows ,stunning views of the grounds, comfortable furnishings, light and bright and oh so clean. NEWLY...
Deluxe Two Bedroom Partial Ocean View Luana Kai C201
Unit C201 with AC is a deluxe, 2 bedroom, 2 bath with a partial ocean view. A fun view of the pool, ocean, West Maui mountains, The Pali”, and Ma’alaea bay. During the winter months you can enjoy the occasional appearance of whales from your lanai. There is a king bed...
Ocean View, Beach Front freshly remodeled 2bd 2ba unit!!!!!
Welcome to Kahana Village unit #11! This 2 bedroom, 2 bath ocean view/beach front property unit will provide everything you need while on your Maui vacation.This beachfront 2-bedroom condominium is one of the finest in West Maui. Comfortably sleeping up to six guests,...
Princeville's best 3 bedroom 3 bath condo
Relax and enjoy Paradise in our luxurious and well maintained 2nd floor 3 bedroom, 3 full bath condo. The Plantation at Princeville is a beautiful community in central Princeville. Our property comes equipped with Central Air Conditioning, A large extended Lanai with an...
Hale Kawehi BnB Guesthouse In Quaint Downtown Hilo, Hawaii. PL-USE-2022-000007
Aloha & Welcome to Hale Kawehi. We want to extend all of the warmth, charm and aloha that Hawaii has to offer by making your stay a memorable one. Located in the center of historic downtown Hilo, Hawaii, this is a hosted, well-appointed ,vintage, kama'aina BnB...
FRONT ROW OCEANFRONT!Platinum 5 star villa.Water view from main & master! 26G-1
The villas Hawaiian themed designer furnishings are accented with original artwork from the owners private collection. This is a large one bedroom compared to other one bedrooms at the Bay Villas. Numerous oceanfront windows provide for panoramic ocean views from the...