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 Studio at Luana Waikiki Near Beach
Huge saving vs. going direct. Newly refreshed Luxury condo at the the Luana Waikiki Boutique hotel. Perfect location, walking distance to the best beaches, restaurants & shops. Partial Ocean view. Sleep 4 with 2 Queen Beds.Located in the tropically posh Waikiki area of...
Kamaole Sands 10-405: 2 Br Ocean View across Kamaole Beach Park III
Large Two-bedroom Oceanview Loft. This two-bedroom, two baths condo has a Queen Bed in Master bedroom (main level), two twins in the second bedroom (upstairs in the loft), and a pull-out sofa bed in the living room, allowing this unit to sleep up to six people. The...
Turtle Bay 3 Bedroom Rental
Golf course views. Spacious 3 bedroom 2 bathroom. Short 5 minute walk to the beach. Paradise found!! Comes with all the essentials, including beach chairs, towels, snorkeling gear. Get ready for a fun filled Hawaiian Vacation!
Expansive Mauna Kea Resort Home, 3 private bdrms and massive kids suite!
Presenting this exciting opportunity to vacation in a private estate in the Mauna Kea Resort's exclusive Fairways South community. Fairways South 31 has completed extensive renovations and offers guests expansive living spaces, fresh interiors, a modern kitchen,...
Perfect location, steps to the beach.
Newly refreshed modern beach house in Kihei Akahi. Situated on the 4th floor offering stunning ocean and Haleakala views. Steps to Kamaole II beach where you can snorkel, play, and relax, one of the few beaches with lifeguards. Make sure you keep an eye for the Hawaiian...
Haleakala Shores A309 | 2 Bed, 2 Bath
Two couples can enjoy a perfect Maui getaway at Haleakala Shores A-309, with two bedrooms and bathrooms, there’s plenty of space. Want to play on the beach -- You’re only a block from the turquoise waters of the Pacific Ocean! Want to experience tasty local cuisine?...
Amazing Location! Clean, contemporary unit in the heart of Kailua-Kona!
Welcome to Kona Plaza 321, your ideal vacation retreat in the heart of Kona! This recently renovated 1-bedroom, 1-bath condo offers modern comfort with a prime location. Situated on the 3rd floor, this corner unit features an expansive wrap-around lanai with a mountain...
Island Sands Resort Condo w/ Shared Grill, Ocean View-Close to Beaches
Island Sands Resort 302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
KS 940 New Listing at Kaanapali Penthouse Studio w Ocean Views AC Pools Hot Tub
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, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Oceanfront ground-level condo with pool, grill, washer/dryer, & patio
Mahina Surf 106Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a completely remodeled oceanfront home with water views from your patio! In addition to the nearby beach, you...
★★Across street from Magic Sand Beach private Pool/SPA/AC 5 minutes to downtown⚡
1 minute walk to Magic Sand Beach, 7 bedrooms + 4 bathrooms, a private pool & Spa & AC cover entire house. Aloha and welcome to Magic Sands Beach House. This beautiful and spacious has 7 bedrooms and 4 bathrooms. The house is located just a one-minute walk to Magic...
This apartment is a 1 bedroom(s), 2 bathrooms, located in Honolulu, HI.
Experience resort living in this privately-owned Ocean Front View apartment at The Imperial Resort, in core of Waikiki on Beach Walk. The location is steps to world famous Waikiki Beach, world-class shopping and dining.Enjoy roof top pool, gym, sauna, hot tub and...
Garden View Suite | Pono Kai | PK-K303
Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.The Garden View Mini Suite is an affordable option that sleeps 4 guests and includes a kitchenette....
Beachfront//Oceanfront//Ocean View - 1/2/3 Bedroom Kihei Condo
Incredible Ocean views, Elevator, 2 Pools and Barbecue's available for use by the pool area. Well Located in South Kihei Close to All Points of Interest and Steps to Some of the Best Beaches in Maui.This is a modest spacious town home format with a master bedroom and...
Ground Floor W/Lanai and Full-Kitchen–Kamaole Sands
Kamaole Sands #5106: This ground-floor beach home boasts a “walk right out your back door” convenience to pools, spa, BBQs, updated exercise room, and 15 acres of gardens, waterfalls, and ponds on the property. Tasteful tropical style, open design living space, and...
Floor to ceiling windows with ocean views
Welcome to Kahana Villa E701, a 2-bedroom, 2-bathroom condo on the 7th floor that offers 2 split A/C systems with a 6-hour timer, plus ocean views from your private lanai! This property has elevators for easy access. Unit E701 can accommodate up to 6 guests. Take a trip...
Block to Beach! Recreation Deck View Deluxe Condo, Free parking & Wifi
Family-Friendly Waikiki Condo – 1 Block from Beach, Pool, & Free Parking!The pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Perfect for...
Cozy 1bd condo with tropical decor
Kahana Manor 220 is a charming 2-bedroom, 2-bathroom condo situated on the 2nd floor and can accommodate up to 6 guests. Upon entering, you'll be greeted by a tastefully decorated living room, perfect for relaxing after a day of island adventures. The fully equipped...
Cozy North Shore Getaway Near The Beach!
Absolutely the best location in Princeville! Located on the majestic North Shore of Kauai just a short walk from beautiful Hideaways Beach Situated on a bluff 200 feet above the ocean enjoy breathtaking views of the North Shore's rugged green mountains & blue Pacific...
Marine Surf Studio in the Heart of Waikiki near Beach
It's just a short walk to the world famous Waikiki beach! Shopping, restaurants, and nightlife are nearby! AC IncludedStudio - Free WIFI, Cable TV & ParkingBooking Services provided by Alohana Vacations. If the property you selected to book is unavailable or if you have...
2 Comfy Queen beds in Waikiki Studio Suite with Pool & BBQ area
Legally permitted rental - 1850 Ala Moana Blvd #607** For your health and safety, we utilize additional Sterilization procedures between reservations.This modern studio suite comfortably accommodates four adults and is located in Waikiki near the Marina and the Hilton...
Poipu Shores 107A Corner Unit, Oceanfront
POIPU SHORES 107A AT KOLOA KAI VACATION RENTALSOceanfront Living at Its BestWelcome to Poipu Shores 107A, a ground-floor, end-unit condo offering unmatched oceanfront views and direct access to the beauty of Kauai. With a prime location just minutes from Brennecke's...
Cute and Cozy Couples Retreat w/ Private Lanai, Mountain and Ocean Views, A/C
Sealodge vacation rentals are a great choice for views and reasonable rates! Pua Mahina (Moon Flower) is a cute ground floor hideaway for two located in the oceanfront Sealodge complex in Princeville Kauai. You'll enjoy a private lanai with a view of tropical foliage...
Royal Kuhio 1606 - Spacious Studio w/ Diamond Head and City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1606, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 444 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Bright oceanfront condo with hot tub, pool, lanai & views
Kona Bali Kai #316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every...
Large 2 Bedroom Ocean View Condo - Valley Isle 703
Enjoy this large 2-bedroom, 2-bathroom unit at the Valley Isle Resort in an oceanfront building with all the homey comforts you need for your vacation in paradise. Floor-to-ceiling glass sliders provide an abundance of natural light & allow guests to enjoy the Hawaiian...
Ilikai 539 2 Bed Room Excellent Ocean / Lagoon / Sunset Views - King Bed
OCEAN / LAGOON VIEWS! STEPS TO WAIKIKI BEACH. 2 bedroom, 2 bathrooms, large 240 sqft. lanai, 1,000 sqft interior. Kg bed, 2 twin beds, Walking distance to parks, mall, restaurants, shops, buses, rental cars, parks.The Ilikai Suites are located at the gateway to Waikiki....
Special December rates /Spectacular Ocean views 1Bed/2 bath
This is a modest condo priced accordingly in a great location located at the center point in Maui that allows easy access to virtually all points of Interest on the island. Pool, barbecue area, elevators, air-conditioning and a spectacular view that is magnified inside...
Wainaku Camp Home
Fantastic value! Come and enjoy this newly remodeled sugarcane plantation-style home that is only 5 minutes from downtown Hilo. This is the perfect place to come with family and friends as there are 2 homes available on the property. The homes are just off the beaten...
Royal Kahili retreat with pool, hot tub, lanai, & elevator - near beach
Royal Kahili B202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set in the Royal Kahili complex, this condo is just half a mile from a beautiful beach. Across the street, you’ll...
Beautiful 2 Bed 2 Bath Condo in Kona Coffee Villas
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
NEWLY REMODELED Napili Bay Condo - 1 Bdrm
DON’T MISS OUT ON THIS AMAZING DEAL! Within walking distance of the STUNNING Napili Bay, this newly remodeled1 Bdrm Condo is just a stone’s throw away from some of the most BEAUTIFUL beaches in the world! Just MINUTES away from Kaanapali, Kapalua, and Honolua bay...
Kuhio Village 803A - Waikiki Private Getaway - 2 mins to Waikiki Beach
Kuhio Village 803A - Waikiki Private Getaway.... 2 mins to Waikiki BeachLocated only 2 short blocks to the beach, Duke's statue and Waikiki strip. Private studio newly renovated: laminate flooring, air conditioner, artwork, linens, and all the essentials. We welcome up...
Adorable studio w large kitchenette, pool, BBQ
Enhanced COVID cleaning and disinfecting procedures for every check-in.As seen on HGTV's "Hawaii Life," Sandpiper 120B is a charming - and affordable - Kauai vacation rental studio with a private garden-level lanai surrounded by tropical foliage and flowers. You'll have...
Self contained Studio Apt. with pool, 2 mins from Waikiki beach
Located on the quieter side of the Waikiki Grand Hotel® with a city skyline view, this comfortable 6th floor Queen bed studio apt. has free WiFi & it's own lanai.The super clean & well equipped kitchenette area ensures that a simple meal can be easily prepared at home....
STUNNING Unobstructed Ocean View*Beachy Remodeled Condo
* *PLEASE NOTE: There will be on-going roofing repairs happening at the complex from May 5th to Nov. 4, 2025. During this time, there will be intermittent periods of loud noise Mon-Fri from 8am-5pm as they remove the existing roof of the building and prepare to install...
Perfect North Shore Getaway Near Hideaway Beach!
Absolutely the best location in Kauai! Situated on the majestic North Shore in the exclusive Princeville area minutes from Hanalei Bay. This private condo is minutes away from Hideaways Beach, includes everything you'll need for a perfect tropical vacation. Minutes from...
Tropical Oasis in Kihei: 1BR Maui Vista Condo, Steps from Beach & Pools
Experience the perfect Maui getaway at Maui Vista #3-218, your home away from home in sunny Kihei. This charming 1-bedroom, 1-bathroom condo offers comfort, convenience, and a slice of paradise.Condo Highlights:*Second-floor unit with serene tropical garden views*Sleeps...
Ilikai Marina 1 Bedroom Deluxe Yacht View, Great Location in Waikiki!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted until late August. The project is expected to be completed by...
Waikiki Free Parking 20th flr ocean/city views
2 queen bed studio condo in the Royal Garden at Waikiki. Stay on the 20th floor with city/ocean views. Walking distance to Waikiki Beach, Hawaii Convention Center, Ala Moana Center, Royal Hawaiian Shopping Center, International Marketplace, shops, and fine dining.FREE...
Waterfalling Estate – Iconic Oceanfront Luxury on the Big Island
Waterfalling Estate is an oceanfront compound unlike any other on the Big Island. Nestled clifftop along the breathtaking Hamakua Coast, this hideaway boasts a private 85-foot waterfall, an Olympic pool featuring a two-story waterslide, spa, fully loaded custom gym,...
Diamondhead Beach Hotel PH02 -King Bed Studio, Gold Coast Penthouse Paradise
Stunning Gold Coast Penthouse #2 – Diamond Head Beach HotelOceanview Studio | King Bed | Kitchenette | Sleeps 2Experience the best of Honolulu’s prestigious Gold Coast from this beautifully appointed penthouse studio at the iconic Diamond Head Beach Hotel....
Experience the Best, Waikiki Banyan with Free Parking & Wi-Fi!
Waikiki Banyan Tower 1 Suite 1104Deluxe Ocean and City View Waikiki Banyan Condo, Free Parking Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation...
Wailea Elua Village | 1502
Situated near the center of the resort, Wailea Elua 1502 is siutated near the putting green and central swimming pool. Just a short walk away is the oceanside Wailea Beach Walk where you can stroll along the shore for a few miles on a paved path and watch Hawaiian sea...
Studio in the middle of Waikiki- 2 minutes to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Diamond Head & Ocean View - Free Parking - Walk to the beach.
TA/GE-080-509-7472-01NUC 90/TVU-1617 TMK 26025005Comfortable family apartment at Waikiki.High floor. Ocean and Diamond Head View.1 block from the beach, located near restaurants and shops.Equipped kitchen.Free WiFi.Free parking for one car.Sleeping arrangements...
Large 3 Bedroom Condo - Kahana Resort 4B2
Take in ocean views on Kahana Beach! Stay in air-conditioned comfort as all rooms have their own window air conditioning unit. You will enjoy the newly painted condo with updated furnishings, artwork, new plumbing, and light fixtures. Tile and hardwood floors downstairs...
Welcoming Condo with Free WiFi, Ocean Views, Shared Pool & Tennis - Walk to the Beach
Kamaole Sands 7-107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Paradise on South Maui awaits at this well-equipped condo, where you'll enjoy ocean views, access to a shared pool...
WG 612 Ocean View, Spacious Balcony Studio in Waikiki with Pool
Legally Permitted Rental Waikiki Grand Hotel® 134 Kapahulu Ave 612☮Escape to this peaceful perfectly sized studio in picturesque Waikiki. With a cozy living area featuring a queen bed, guests can unwind at this centrally located retreat just 2 mins walk to the golden...
Tropical Oasis with Water Views & Community Pool
Welcome to Menehune Shores 206, your perfect tropical getaway located in the heart of Kihei, Hawaii. This charming condo offers a serene retreat with two spacious bedrooms, each featuring a comfortable queen bed, and two full bathrooms, making it ideal for a group of...