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.
Beautiful Top-Floor Condo with Pool & Hot Tub - Near Kiahuna Golf Course
Pili Mai 8IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in...
Sandpiper 133A - Updated (2021) one bedroom, sleeps 4.
Beautifully updated (Summer 2021) one bedroom one bathroom condo. New floors, paint, shower, counter tops, ceiling fans. New solid wood bedroom set. Modern, clean, with all the comforts of home. It has a (California) king bed and a queen air mattress so it can sleep up...
Waiohai Beach House – Elegant Oceanview Retreat in Poipu
This oceanfront home embodies the essence of ‘Island Casual’ living, with a focus on relaxation and the breathtaking beauty of its direct ocean views; a perfect spot for those seeking an authentic and unpretentious island experience. The spacious, beautifully furnished...
🏖️Ocean View | Great Location | Concierge Included | vrKCV🏖️
vrKCV - Sea Village 3204 - Professionally Managed by Kona Coast VacationsExperience Oceanfront Serenity at Sea VillageBreathe in the warm, tropical air and take in the stunning turquoise hues of the Pacific Ocean from the comfort of your private lanai. This quiet Sea...
Save up to 25% on stays thru 5/31/25! 2B/2B w/AC! Perfect Family Getaway KRH202!
Welcome to Kaanapali Royal H-202 — a spacious and peaceful 2-bedroom, 2-bathroom condo offering 1,577 square feet of comfort and island charm. Nestled on the fairways of the Kaanapali Golf Course, this family-friendly retreat is perfect for those looking to unwind while...
MINUTES TO KAILUA BEACH-FABULOUS POOL great indoor/ outdoor living
ABSOLUTELY FABULOUS very large two bedroom two bath house or more.... if you rent the loft which has another HUGE bedroom bath and kitchenette. .Sparkling pool in a private courtyard in the back yard VERY PRIVATE. Asian inspired furniture from a designers eye. ONCE YOU...
Newly Renovated Ocean View Retreat! Polo Beach 309
First time offered for rent, Polo Beach Club #309 has been a lovingly cared for home up until now. Be the first to stay in this beautifully updated home with ocean views and palms to shade for privacy. #309 is a spacious and bright condo with soft whites and tans...
Gorgeous Secluded Beach Getaway Location-Large Kitchen-A/C-Grill-Fenced yard
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. You found it! A large 1,100 square foot, two bedroom, nicely upgraded beachside vacation rental that can sleep up to 8 guests and is...
Wailea Elua Village 208 - 1 Bedroom Ocean View Condo
Welcome to Wailea Elua 208, where paradise meets luxury! This stunning one-bedroom ocean view vacation rental is the perfect getaway for those seeking both tranquility and adventure. Located in the heart of Wailea, this coastal retreat offers breathtaking views of the...
At the water's edge! Oceanfront #118
Unit #118 has been remodeled with Brazilian Granite Counter tops in Kitchen and Bathroom, and Italian Porcelain floor tile throughout. Very popular Unit due to it's decor, amenities, location, and proximity to the Pacific Ocean, approximately 11 feet. Honokeana Cove is...
@ Marbella Lane - Wind'kissed Oceanfront Seascape
Summary:Enjoy Stunning & breathtaking ocean views from this resort-style condo, just a short walk to beaches, shopping, and dining! Start your day with coffee on your private balcony as Waikiki wakes up, or unwind with a sunset happy hour drink. Packed with deluxe...
Heart of Wailea, Remodeled Kitchen + AC! Ekahi 45A
Full remodel! New AC, appliances and furnishings! Wailea Ekahi 45A is a 1 bed, 2 bath condo conveniently located on the ground floor. It has exceptional garden views with TWO large private lanais.This unit is fully equipped with all that you will need for a great...
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...
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...
** 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...
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 6Aloha and Welcome to Hale O Ka Lau, in Golf Villas located in the spectacular Mauna LaniResort featuring incredible golf course views along with an expansive view of 3 islandvolcanoes, Mauna Kea, Mauna Loa, and Hualalai. Hale O Ka...
Ocean view, 2nd-floor condo with lanai, pool, great snorkeling & prime location
Kona SeaSpray #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stunningly situated right across the street from the best surfing and snorkeling in the area, Kona SeaSpray 201...
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...
Spacious 2bedroom/2bath Beach Front Condo
Royal Kahana end unit condo 620 offers what need to make lasting memories in comfort and private. The master bedroom includes King size bed, with private master bath and its own private access to the lanai. The second bedroom has 2 Full size beds. The condo is central...
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...
Lae Nani 336. Top floor 2-bedroom condo with beautiful ocean views at attractive rates.
Summary:Enjoy breathtaking ocean views from this top-floor condo in Kapaʻa, Hawaii. This stunning property offers a perfect blend of comfort and convenience, with easy access to the beach and a range of amenities. Relax on your private balcony and soak in the beauty of...
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
This vacation rental is professionally managed by ResorticaHawaiiKolea 14A. Stunning and Spacious Ground Floor Unit. Perfect for your vacation!Please scroll down for detailed informationHilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons...
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...
Valley Isle Resort #105 - Oceanfront Condominium
Free Wi-fi, Free Parking, No Resort Fees**Brand New Split AC System installed**Valley Isle Resort #105 is a charming ground floor 1-bedroom unit situated along Maui's picturesque western coastline. This cozy retreat features a queen bed in the bedroom and a convenient...
Maui Resort Rentals: Honua Kai Konea 202 – Direct Ocean Front 3BR w/ B.B.Q on Wrap Around Balcony
This luxurious three-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...
7-BEDROOM Home Spectacular Pool Walk Everywhere Around Hawaii KAI!
Hawaii Kai home is in a Prime Location with circular view of surrounding mountains including Koko Head Mountain. Also includes a view of the Koko Marina from the Lanai. Walking distance to Hanauma Bay (less than a mile), Koko Head Mountain (.5 miles), and...
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! Enjoy your next trip to Maui, from our charming 2-bedroom, 2-bathroom ground-floor condo at Papakea Resort. Perfect for...
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 Kilauea,...
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,...