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.
Lora's Condo in Kihei. Walking distance to beach & shopping!
Welcome to a real Kihei gem -- Kihei Alii Kai located across the road from the ocean. Our apartment location within the complex makes it exceptionally quite while being just steps away from the pool, sauna, parking lot, and barbecue areas.The apartment huge lanai faces...
Stunning 3br 3ba Corner Unit Villa of Kamalii, AC, Pool, Hot Tub Unit 23
Tucked in the resort community of Princeville are the Villas of Kamalii, a gated complex located across from the Makai Golf Club. Enjoy lush garden, mountain and waterfall views from Villa #23, an end unit, split-level townhouse with over 1,800 sq. ft. of living space,...
Sugar Beach Resort Condo w/ A/C, Shared Grill-Beaches Await
Sugar Beach Resort PH13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
New Listing Perfect Ocean Front Location 2BR Kaha Lani 223.
The Location:Perfectly positioned to accommodate everyone's interests, the Coconut Coast is flanked by epic coastline threaded together by the Ke Ala Hele Makale coastal bike and walking path. Just a 7-minute walk along the path or the golden sand beach brings you to...
Maui Vista 1-308 - Beautifully Updated, Dramatic Ocean Views, New Windows, AC!
Welcome to Maui Vista 1-308, a third-floor ocean view condo in South Kihei designed for comfort, style, and effortless island living. Located in Building 1 - a short walk to Charley Young Beach - this updated one-bedroom, one-bath unit offers sweeping views of the...
Maui Resort Rentals: Honua Kai Hokulani 111 – Ground Floor Interior Courtyard 2BR, Steps to Pools, Beach, and BBQs, Large Lawn Area!
Boasting a prime location in the Hokulani Tower interior courtyard, enjoy one of the most convenient ground floor locations at Honua Kai with quick easy access to the pools, beach, Market, and BBQs all just steps away.The oversized, adjacent outdoor living space and...
Gorgeous Oceanfront Kihei Condo w/ Balcony!
Find your own personal paradise in Kihei. Ideal for a family beach vacation, this 2-bedroom, 2-bathroom condo is located in the Hale Hui Kai community just steps away from Keawapaku Beach. Soak up all the Hawaii sun your heart desires, practice your swing at a nearby...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Ocean view | 2-Bedroom Condo with Spectacular view! KBV-31G4
** 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...
Kona Oceanfront complex I Updated I AC I Heated Pool I Best Location
Welcome to our lovely 1 bedroom, 1 bath condo with island decor, king size bed, washer and dryer, dishwasher, AC and full kitchen and bathroom both updated just last year. Our condo is located on the second floor, on the cooler side of this friendly, tranquil, oceanside...
Ocean front- Cozy Condo, Prime Location in Kihei!
Summary:This condo has been lovingly redesigned and newly renovated, with a spacious king bed suite and the most gorgeous panoramic view of Kalama Beach and the mountains. Located in the heart of South Maui, we are right next door to the "Barmuda Triangle," a cornucopia...
The Perfect Vacation Home at The Big Island Hawaii
Enjoy your stay at our Hawaiian style two-bedroom two-bath villa, situated on the 6th hole of the Lake course on Waikoloa Beach Golf Course. Once you enter the villa grounds, you will appreciate the soothing island breeze through swaying palm trees. You may like to sit...
Palm Villas 3 bed 2 Bath stylish luxury condo
Summary:This stylish ground floor, 3-bedroom villa will provide the perfect location for your rejuvenating retreat. The property has undergone a recent renovation, designed with a modern tropical vibe. You will find luxe bedding, linens, and bathroom amenities to make...
Mauna Kea Views, Sleeps 6, Close to restaurant,access to Beach Club
2 Bedrooms, 2 Baths, + Loft, Sleeps 6**Special Offer** 20% off for stays between May 11, 2025 - December 15, 202520% Special offer is already reflected in the nightly rate.Aloha and Welcome to Hale O Ka Lau, in Golf Villas located in the spectacular Mauna LaniResort...
Adults Only Centrally Located 2 Bdrm Town Home In Kailua, Kona Hawaii
Registration No. STVR-19-351560 . TAT No. 083-876-6592-01. Our town home is in a gated community that has excellently maintained grounds with 3 tennis courts, a swimming pool and next to the beach where you can walk to and enjoy the beautiful Hawaii sunset. It is...
Updated 1Br 1Ba Condo in the Kiahuna Plantation Resort near Poipu Beach 430
With a king-size bed, queen sleeper sofa, and spacious full bath, this condo can comfortably house up to four guests. Ideal for couples, families, or a small group of friends looking to enjoy sunny Poipu. Guests will have a great point of access to take advantage of...
Beachfront prime corner unit, endless views
Mahana 1019 is a modern, thoughtfully remodeled 2-bedroom, 2-bath condo that can accommodate up to 6 guests featuring two master suites with king-size beds and a queen-size sofa bed in the living area. This oceanfront condo has unobstructed panoramic oceanfront views...
Ocean-Marina and Fireworks Views at Ilikai Marina Short Stroll to the Beach
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.July 11, 2025ILIKAI MARINA NOTICE — Spalling Work UpdateSpalling repair on the Ocean/Marina-facing side is nearing completion, but...
Lae Nani 336. Top floor 2-bedroom condo with beautiful ocean views at attractive rates.
Escape to Paradise in Kapaa, Kauai!Welcome to your Dream Vacation condo, nestled in the tropical paradise of Kapaa, Kauai. This stunning 2-bedroom, 2-bathroom condo offers everything you need for a perfect romantic or family-friendly getaway.Property Highlights;Tropical...
Fisher's Hana Bay Hale, Across from Hana Bay
We are a licensed vacation rental:STHA-2017/0002 TA-061-740-4416-01GE-061-740-4416-01Aloha & Welcome,The Fisher's Hana Hale is located across the street from Hana Bay and Waikoloa Beach. Our guests enjoy the privacy of their own unit with a full kitchen and laundry...
Your Kauai Adventure Starts With This Lovely Villa.
Located in Lihue, only a five minute drive from the airport, this villa offers a wonderful opportunity to enjoy all the amenities you are looking for. Our villa, with its partial ocean views, has been recently updated for your pleasure.You are sure to fall in love with...
Includes Hilton Waikoloa Pool Pass thru June 2025! Easy walk to the beach! Kol
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Valid for new bookings made September 24 or after. Please message us...
150-4 Ocean Front Condo with an Amazing View!
Location, location, location! This condo, located just 30 feet from the ocean in beautiful Puamana, offers a serene retreat in a community recovering from the Lahaina fire. Puamana, a 30-acre oceanfront community, is known for its stunning shoreline and lush landscapes....
Beautifully remodeled with central A/C! Top Floor! Palms at Wailea 206
Fabulous condo! This luxury Palms at Wailea unit is located near the spectacular pool and jacuzzi and all the amenities this popular complex affords.This central air-conditioned 2-bedroom, 2-bath unit is immaculate and beautiful and comes equipped with all the amenities...
Papakea's Finest ~ OCEAN VIEW Luxury 2 bedroom 2 bath ~ AC IN EVERY ROOM
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Luxury with Pool Views, Private Lanai, and Upgraded Amenities – Your Perfect Maui Getaway!E Komo Mai (Welcome) to your personal paradise at Papakea Resort!...
Kamaole Sands 9-301 - Luxurious Renovation, Split AC, Wi-Fi, Ocean View Condo
Kamaole Sands 9-301 is freshly remodeled with a sparkling new kitchen, hand-selected Designer furnishings from Maui's top showrooms, and local, original art throughout, this one-of-a-kind tropical getaway is set up as the ultimate home base for your Maui adventure. It...
Garden View Condo w/ Pool - 400 Feet to Beach!
Peace and tranquility are easy to come by at this 1-bedroom, 1-bathroom ground-floor condo in Kihei! This tropical vacation rental is situated in Kihei Garden Estates, a family-friendly resort with a pool, hot tub, and barbecue area. Walk 400 feet to Waiohuli Beach to...
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...
King bed & Futon, Waikiki Studio with a view, kitchen & Free parking
Legal vacation Rental: 364 Seaside Ave.A beautiful 17th floor King bed Studio in the heart of Waikiki. Cook from home with ease and avoid paying hefty parking charges with your own dedicated parking spot included free.Stunning bathroom with oversized walk-in shower,...
Maui Resort Rentals: Honua Kai Hokulani 833 - Stunning 8th Floor Ocean View Studio
Nestled high above the palms, overlooking the Hokulani Tower's lush interior courtyard, Hokulani 833 provides awe-inspiring views of the turquoise-hued Pacific Ocean and Maui's neighboring island Lanai. Enjoy some of the most impressive ocean vistas among our studio...
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...
Poipu Poolside Paradise with Ocean views!
Free access to Poipu Beach Athletic Club.Rental car at a reasonable rate.Enjoy the sound of the waves from your own lanai. Watch the sunset and whales from the lanai. ten minute walk to the famous Poipu beach and ship wreck beach. A short drive to one of the hidden...
PK K103 New Listing at 2Bedroom Ground Floor Condo Steps from Pool and Beach
Papakea K103 NEW LISTING Relax on Maui at this 2Bedroom, 2Bathroom, Ground Floor Condo Conveniently Located Just Steps from the Pool and Beach! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch...
Oceanfront View - Tranquil & Beautifully Upgraded 2 bedroom 2 bath - MK 317
**2025 Discount Rate - Book Now! **Oceanfront, beautifully upgraded, Ma'alaea Kai unit 317 with tranquility in mind; a lovely match with the resort’s laid-back vibe. It is beautifully done with custom cabinetry and granite in the full kitchen, and quality solid...
Spacious Private Home Just Steps From Anini Beach!
Beautiful private home located on Kauai’s majestic north shore, with gorgeous mountain views, and just a 1 minute walk to 'Anini Beach. Perfect location for snorkeling, paddle boarding, kayaking, swimming, and lounging! Just a 10 minute drive to Princeville or...
Waikoloa Village/Ocean View/Sunsets/Golf 3 Bedroom/3 bath from 200 Per Night!
With all of the options of places to stay on the Big Island, why choose my condo? Here are a few reasons. Remember, we are located on the North Kohala area of the Island, about 30 miles North of Kona and about 100 miles from the Volcano!1. My condo is a very open and a...
Kuhio Shores 418 - Oceanfront Two Bedroom "Penthouse" Poipu Condo with A/C
The ultimate beachfront Kauai condo vacation rental! Privacy combined with absolutely indescribable ocean, surf, and beach views. This four-floor, west corner unit of Kuhio Shores, is sixty feet above the waves, steps from the beach, in a luxury Kauai vacation condo on...
Exclusive Ocean View Penthouse l Grand Lanai, A/C
Summary:C300 | TA-076-637-1840-01Indulge in luxury and sophistication at Villa C300, a custom-designed penthouse selected by its owners for its elegance and breathtaking views. Renovated in 2023, this refined retreat features bespoke furnishings, curated artwork,...
Kona Makai 3-205 2nd Floor unit with Ocean Views & Ac
Kona Makai 3-205 is a beautifully appointed 2nd floor condo with ocean views! This condo is fully equipped with everything you may need for your Vacation! Your own private Wifi network available for use as well! Air Conditioning is in the bedroom & living room for your...
Puumoi Pink House, 3 bedroom home with sunrise and ocean view.10 minutes to Hilo
Spacious and artistic 1200 sq ft home nestled in open country mountainside. Gorgeous view of sunrise over the water, Hilo Bay, and Mauna Kea. Enjoy this time in nature yet only 5 miles to Hilo!Enjoy your morning coffee with the amazing sunrise over the ocean. There is...
KAHALU'U BAY VILLAS#103 Oceanview, Elevators, Air Conditioning, Walk to Beach
Kahalu'u Bay Villas, Unit #103 is a gorgeous, private 1st floor condo at a Boutique Complex right Across the Street from Kona's Most Popular Snorkeling Beach, Kahalu'u. Unit #103 has a fully equipped kitchen and all the rooms are spacious with a balcony overlooking the...
Beachfront Cottage at Log Cabins
Our cottage is tucked away in a great location. Enjoy this private sanctuary on the bike path and within short walking distance to Pipeline or Shark's Cove. We have 3 bedrooms, two have one queen each, and the third has 2 twins. There is also a sofa for sleeping in the...
Exquisite Oceanview Villa: Gourmet Kitchen, Private Elevator & Pool Table
This property is hotel zoned, and not being affected by the recent proposed legislation.Relax and unwind in this stunning ocean-view villa. The top-floor features a beautifully designed living area with sophisticated furnishings, a fully equipped gourmet kitchen...
Pu'u Poa #305: 2 Bdrm/2 bath Direct Ocean & Sunset Views. Whale Watching!
This two-bedroom, two-bath unit boasts sweeping ocean views from your fully-stocked kitchen, living room, dining room, newly renovated lanai, and primary bedroom. Pu'o Poa is the perfect location, walking distance to two uncrowded beaches and a short drive from the...
The Olena at Keauhou Bay
Discover the calm of The Olena, a contemporary 1-bedroom ground floor apartment with A/C, nestled in a quiet complex at the heart of Keauhou in Kailua-Kona. Designed with natural accents and thoughtful details, it is an ideal getaway for 2 guests to enjoy easy walking...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Golf Course view | 2-Bedroom Condo! KGV-14P6
** 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...
6.5 acres Oceanfront Estate with180-degree views of the deep blue Pacific Ocean!
Kailani Villa is the epitome of privacy, comfort and style and far away from the fray of normal life. The six-and-one-half acre estate is beautifully landscaped and offers unobstructed 180-degree views of the deep blue Pacific Ocean. Retreat to the immense oceanfront...
WAILEA BEACH CONDO W/ OCEAN VIEWS!! NEW RATES
NEWLY REMODELED BEACH CHIC CONDO with ocean views, in the heart of Wailea. Our Wailea condo offers 2 bedrooms, and 2½ bathrooms, with over 1500 square feet of indoor living space, and two lanais boasting another 500 square feet of outdoor living space on two levels!...
Kona Reef F4 Ocean View Condo Ground Floor No Stairs and 5 min walk to Downtown
Kona Reef F-4 - Let the waves lull you to sleep in this Lovely Oceanfront Condo in Kailua-Kona, HawaiiExperience the ultimate Hawaiian getaway at our oceanfront condo which is easily accessible-- no stairs- and it's 15 steps from our free parking lot to your door. This...
Maui Vista - Fully Renovated, New Kitchen and Bathroom. Best Location.
This lovely peek-a-boo ocean view unit 2-304 is located in building 2, providing lots of privacy yet close to the pool and tennis courts. Just a 4 minute walk to the white sand beaches of Charlie Young, Kam I,II, III, and numerous restaurants and shops. Relax by the...