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.
Marriott Ko Olina Beach Club (studio mountainview inquire first)
Please inquire first before making reservation request to ensure dates are available.Oceanview rates are higher about 15-30% more. Cross posted on Airbnb_platform as well. Cheaper there as it does not charge Hawaii state taxes. as Free parking for one car. No resort...
Breathtaking Oceanfront Condo Kauai Vacation Rental
PU'U POA 305 is a beautiful two bedroom condo with unobstructed views of the ocean. Every morning you can drink your coffee and have breakfast watching the surfers catch the ever changing waves at the point by the St Regis Hotel. On many days in the winter and spring...
Honua Kai- Konea 608 Beautiful Ocean View, Large 2 bedroom on 6th floor
Located on Maui's renowned Kaanapali North Beach, enjoy Honua Kai Resort & Spa’s 5-star amenities with this luxury two-bedroom, one-bath villa.This spacious suite, which sleeps 6, is ideal for families. Located on the 6th floor of the Konea Tower, the 950 sq ft...
Four Bedroom Luxury Home - Ka Milo at the Mauna Lani
Located in Ka Milo at the Mauna Lani Resort area, our luxury home boasts 4 bedrooms, 3.5 bathrooms, a full kitchen stocked with essential equipment, a laundry room with a washer and dryer set, and a lanai deck with an ocean view. It comfortably sleeps up to ten adults...
Spacious Kealakekua Bay Home with 4-bedroom bay home: Enjoy Quiet rejuvenation
Hale Maluhia La‘a' - Home of Sacred PeaceReview all 99% of our wonderful 5 Star reviews on our homePlease contact the owner with any questions, and about 6 month or longer rentals. 25% discount on 28 day stays.This is our beautiful 4-bdrm; 4th bdrm/Great Room home...
Paradise Awaits on Maui's Best Beach!
Welcome to our Maui Dreamin’ ~ Mana Kai #304” – The sun, sand, smells and pristine blue green ocean is just what the doctor ordered!The Mana Kai #304, an ocean front, updated 2-bedroom, 2-bathroom condo right on the tip of Keawakapu Beach, which is conveniently...
Nicely upgraded 2nd-floor 1bd ocean view condo
Papakea G204 is a 1-bedroom, 1-bathroom condo situated on the 2nd floor, and can accommodate up to 4 guests. Papakea Resort has elevators for easy access to your condo in paradise. This condo offers a fully equipped kitchen, perfect for dining in. The living room area...
Best location Long term rentals available
HI SPEED WI FI FIBER OPTIC INTERNET THAT RUNS @ 1GB SPEED.FREE FIBER OPTIC INTERNETOR DIRECT ETHERNET CONNECTION IF PREFERRED This perfect central location is ideal for exploring the entire Island. Aina Lani can be your home base for day trips anywhere and the best...
Beautiful 3 Bed Home in the Wailua Rise Estates, TVNC 1079, 377/night for four
Come to Beautiful Kauai and stay in this immaculate, beautifully furnished Home in the beautiful Wailua Rise Estates. Enjoy the peaceful surroundings while also being only 5 minutes from Golf, Tennis, the Beach, Resturants, and Shopping.Have your coffee on the large...
Home Of The Cherished Seacoast By Parrish Kauai- oceanfront & walk to Poipu Beac
Our Kauai cottages include this one across from the world famous Brennecke Beach and steps from sunny Poipu Beach. Hale Kahakai Punahele (The House of the Cherished Seacoast) is arguably located in one of the best beach locations in Poipu. With its incredible...
OCEANFRONT condo with spectacular views, close to all - Maui Kai 908
Discover your Maui sanctuary at this completely remodeled 1-bedroom, 1-bath oceanfront condo at the Maui Kai Resort, located directly on North Kaanapali Beach. With breathtaking 180° views of Lanai and Molokai, stylish interiors, and updated finishes throughout, this...
West Maui, Oceanfront:April 2 - 11 on Special!
MAUI wants to thank you for coming to help us rebuild our community. Our condo has unrivaled views of ocean, the islands of Lanai and Molokai! Imagine being in this Top Floor Unit directly on the ocean, as you enjoy your meals & those spectacular complimentary sunsets...
Hale Moana E21, Coconut Grove Views, Walk to Kapaa Town and Beach
Village Manor Apartment #E21. Waipouli, Kapa'a, Kaua'i Vacation Rental. Accommodates up to 4 guests, including children and infants.Hale Moana in Village Manor #E21 is a cozy, bright and airy second floor, two-bedroom, 1.5 bath, end unit with mountain views and distant...
White Sands Village#325: Incredible Wrap Around Lanai,Beachfront Complex, AC!
Penthouse Style Living, Spacious 1030 sq ft condo located in White Sands Village Kona's Premier Vacation Rental destination. Private, peaceful corner unit with 416 sq ft wrap around Lanai, top floor with 2 bedrooms & 2 bath nicely appointed, sleeps 6. Master has a...
Haena Beachfront With Stunning Panoramic Ocean Views TVNC # 5134
Anchorage Point offers a once-in-a-lifetime vacation experience, providing contemporary luxury in a secluded beachfront setting. Ideal for families, the home showcases breathtaking panoramic views of the Pacific from its living spaces and from both master suites. It is...
Unbelievable Ocean Views and lovely Kailua Bay.
The view is of the entire bay and harbor of Kailua-Kona. This is a remodeled 2 bed, 2 bath, washer/dryer, reserved parking on ocean condo. We have put in a built-in desk with WIFI connections should you need to work remotely. Our pool is salt water and heated in the...
View, Views, Views, Studio King Bed Views of Hanalei Bay, Lagoon pool from condo
#1303 has views from the highest point at Hanalei Bay Resort of Mt. Namolokama and its spectacular waterfalls, Hanalei Bay, lava rock pool and hot tub, second pool with barbecue area and full beachoutdoor kitchen, 6 newly resurfaced tennis courts, 4 asphalt and 2...
Wailea Ekahi 31B, 1 BR/2BA, Lower Greenbelt, Ocean View
Please read under Rules & policies-Rental Agreement the new COVID-19 Rules & Guidelines- and the Waiver of Liability Agreement that must be signed upon arrival.Welcome to our remodeled and reconfigured ground level 1 bedroom, 2 full bathrooms luxury condominium...
Maui Resort Rentals: Honua Kai Konea 407, Upgraded Interior Courtyard 2BR w/ Full Ocean Views
Konea 407 is a gorgeous oversized 1315 sq ft 2 bedroom OCEAN VIEW villa with 3 KING BEDS that affords а perfect opportunity for a GROUP OF 8 to gather and celebrate or just have a relaxing time! Its 4th-floor location offers beautiful ocean and pool views. This prime...
LOW MAY RATES Just across the street to the beach ! Read our EXCELLENT Reviews!
LOVELY and remodeled condo # 108 at Kihei Resort ! BRAND NEW KITCHEN REMODEL , New laminate FLOORS, New furniture, KING BED BRAND NEW, New Italian Queen sofa sleeper with foam mattress . Sleep well in your Luxrious Jade Euro Top Hybrid which is Individually Encased...
Villa Maluhia with AC, views!, watch baby albatross play in your front yard
Welcome to Villa Maluhia, a fully renovated 1br/1ba nestled in the serene beauty of Hawaii’s Garden Isle. Situated in the prestigious Kamahana Princeville community, this downstairs unit offers panoramic ocean views and golf course views at the end of a quiet road...
Aloha Style! End Corner Unit w/ Ocean and Fairway Views! Kanaloa at Kona 1402
FRESHLY RENOVATED IN 2024!! Welcome to your dream Hawaiian getaway! This single-level, spacious 2 bedroom, 2 bathroom island home features sweeping ocean and golf course views. Our recently updated island home offers the perfect blend of comfort, privacy, and luxury,...
Maui Resort Rentals: Honua Kai Hokulani 736 – 7th Floor Ocean & Mountain Views w/ King Size Balcony!
Hokulani 736 is a luxurious 7th-floor two-bedroom ocean view corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains.The generous 1240 sq....
Golf Villa with Ocean View! Reduced Rates & Green Fees!
Come and discover tropical paradise in this tastefully remodeled golf villa. Located on the sun-drenched Kohala Coast between two beautiful golf courses it provides spacious vacation accommodations with easy access to some of the Big Island's most notable...
Maui Resort Rentals: Honua Kai Konea 202 – Direct Ocean Front 3BR w/ B.B.Q on Wrap Around Balcony
This luxurious 3 bedroom oceanfront residence boasts direct oceanfront views, yet because of its rare corner location, your party will also be treated to views of the gorgeous West Maui Mountains right from the lanai. There is plenty of space for entertaining on the...
🏖️Private | Golf Front Townhome| Concierge Included | vrKCV
vrKCV - Mauna Lani Fairways 1104, Professionally Managed by Kona Coast VacationsRelax and rejuvenate in this spacious, 1600 square foot, two-bedroom, 2-1/2 bath, two-story town-home. Located on the western perimeter of The Fairways within the Mauna Lani Resort complex,...
Ma'alaea Surf, Unit D5-1BR Ground Floor Beachfront Condo, AC, Wifi, Pool, TV
In the heart of paradise, Unit D5 at Ma’alaea Surf Resort awaits with its newly refurbished charm. Nestled just 5 steps away from the soft embrace of the white sandy beach, this ground floor haven of comfort and a touch of Hawaiian country style living, D5 envelops us...
KBM Resorts | FREE CAR Kapalua Golf Villa KGV-24P7, Ocean + Golf Views!
KBM Resorts: Kapalua Golf Villa KGV-24P7, Beautiful Remodeled Spacious 2 Bedroom with Ocean + Golf Views, L'Occitane & Beach Amenities** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6...
Kona Alii 403: Tropical Oceanfront Condo w/ AC & Pool in Downtown Kona
This newly remodeled oceanfront condo located right in the heart of Kailua Kona has everything you need to make your vacation complete. This one bedroom is fully furnished with snorkeling gear, boogie boards and a kitchen that is a chefs delight. A king size bed in the...
Beauty, comfort, and value describe this one bedroom condo in sunny Poipu!
Beauty, comfort, quality, and value are what best describes this spacious renovated one bedroom condominium in sunny Poipu! This is a real gem with stunning ocean and mountain views from the lanai that backs up onto Prince Kuhio Park, a lush, quiet open space that meets...
Amazing Ocean Views - Steps To Beach - Newly Remodeled
Our luxurious one bedroom, one bath, non-smoking condo has amazing ocean views, and breathtaking sunsets from the beach. We are located at Sugar Beach Resort, which is steps away from the white sandy beach, and incredible ocean access.As you relax on the private lanai,...
Renovated Oceanfront Condo
Oceanfront one bedroom unit recently remodeled with new kitchen and bath and central AC. Expansive ocean and marina views offer gorgeous sunsets every evening. This is the perfect location to enjoy your Hawaiian vacation.This fabulous ocean and marina front unit has...
Escape to Tropical Bliss, Our Dreamy Oasis at the Plantation at Princeville
Nestled between mountains and sea on Kauai’s spectacular north shore, our family's air conditioned condo welcomes you. Savor the Polynesian elegance and comfort of this charming & spacious townhouse, where you’ll enjoy lush, tropical surroundings with garden views...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Full 9th Floor Ocean AND West Maui Mountain Views
This tandem package combines 2 neighboring two-bedroom suites to create a 4 bedroom package that offers stunning ocean views in addition to views of the majestic West Maui Mountains.These neighboring suites provide a perfect opportunity to gather, reconnect, and...
BRAND NEW REMODEL-OCEAN VIEW-GROUND FLOOR-LARGE LANAI-AC-MODERN FINISHES
Book with confidence, this brand new, completely remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands where even the lanai doors and windows have been replaced and no detail has been overlooked. This condo is managed by PMI Maui, a local Real Estate...
SPECIAL DISCOUNT PRICE!Great Family 3BR OceanView of Waikiki Beach&Free PARKING
TAT Tax Registration identification number :TA-198-110-8224-01The GET tax number is :GE-198-110-8224-01TAT tax 10.25 % , GET tax 4.712% and CTA tax 3 % are charged separately on room charge .It automatically added to your rental cost and there no other hidden fees after...
Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!
Aloha from Waikiki! We are a short-term vacation rental company, we are not part of the hotel. The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or...
Direct Beachfront escape near Kaanapali
Discover the breathtaking oceanfront 1-bedroom condo in Honokowai. Enjoy the splendor of Kaanapali Beach and serenity of Napili Bay. Indulge in the communal pool and soak in the hot tub after a day of exploring the nearby Whalers Village. Stay connected with the...
Includes Mauna Lani Beach Club Pass. Fairways at Mauna Lani 2102
This vacation rental is professionally managed by ResorticaHawaiiPLEASE NOTE: The swimming pool will be closed for Maintenance Mon-Fri from 8:30am-4:30pm Oct 6-27, 2025. Dates may be subject to change due to unforeseen delays.Fairways at Mauna Lani 2102. Includes Mauna...
🏖️Easy Walk to the Beach | Golf Community | Concierge Included | vrKCV
vrKCV - Palm Villas at Mauna Lani I23, Professionally Managed by Kona Coast VacationsExperience Resort-Style Living at Palm Villas I-23Enjoy a luxurious stay in this designer-furnished golf villa, located within the private, gated Mauna Lani Resort. Overlooking the 17th...
Stay in Hana Upstairs
Beautiful spacious studio with 1 queen bed, full kitchen (fridge, stove, oven, microwave, Keurig), ceiling fan, full private bathroom and wrap around covered deck. You'll be surrounded by the sights of trees and sounds of ocean and birds. The property is 2 acres of lush...
Hokulani 414 at the Honua Kai Resort ~ Light & Bright with Partial Ocean Views
SUMMER FLASH SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL JUNE 29TH 2025Welcome to Hokulani 414, you're home away from home at the Honua Kai Resort! This 1 bedroom/1 bathroom condo is bright and airy, with lovely ocean views...
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Beautiful Ocean & Lagoon Views from Bedroom, Living Room and Kitchen on the 19th floor of the iconic "Hawaii Five O" Ilikai Towers. Enjoy your Friday night Fireworks from the comfort of your own Lanai. The condo has a brand new quiet mini-split AC to regulate a perfect...
A Piece Of Paradise!
Unit 231 which is in the Plumeria building offers stunning ocean, island, sunset and mountain views from the living areas as well as the bedroom! You won't find ocean views from the bedroom in many Kihei properties. The unit is on the second floor and the closest one...
Across the beach! Beautifully remodeled Kamaole Sands #9-308.
Welcome to our Ohana, Maui Lemurian Condos. Located at Kamaole Sands resort in the heart of Kihei, our home away from home. Kamaole Sands is a beautiful, South Kihei resort, located directly across from Kamaole III Beach and easy walking distance to Kihei Village....
Ultimate Luxury: Chef's Kitchen, Soaking Tub, & Private Lanai in Stunning Villa!
Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free!This property is hotel zoned, and not being affected by the recent proposed legislation.Enjoy your perfect Maui getaway in this spacious and gorgeous...
Fantastic panoramic sea views - Best beaches - great location - well managed
Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located away from the elevators and other foot traffic .... this quiet one bedroom unit, located in Bldg. D, is the perfect vacation getaway. In June of...
8 GUESTS, 2 X ❤️AWESOME STUDIOS❤️ FREE PARKING, 5MIN TO OCEAN
IMPORTANT NOTE: This listing is for TWO ( 2 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 2-bedroom apartment with bedrooms connected via a common area, please choose a different listing.Hotel Zoned &...
Guaranteed Ocean Front Villa at the Westin Kaanapali Ocean Resort Villas North
This 26-acre ocean front property is one of the newest luxury resorts on Kaanapali Beach, and features 3 swimming pools, whirlpools, poolside bar & food service, beach & cabana services, water sports kiosks, spa, fitness center, poolside grills for guests, tennis...
Ma'alaea Surf Unit C4-1BR Ground Floor Beachfront Condo, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C4 is totally upgraded and is a conveniently located ground floor unit, just steps away from the small pool. This beautiful unit features a contemporary, well-equipped kitchen, with alder cabinets and Caesarstone counters, a comfortable spring-free...