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.
Stylish Aqua Palms Studio | Private Lanai | Pool
Enjoy gorgeous city and pool views from a private lanai (balcony) in this beautiful studio at the Aqua Palms. Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv, wifi, and cable. The Aqua Palms building includes a plunge pool,...
Oceanfront Condo on Kaanapali Beach - Mahana 518
Ocean front on North Ka'anapali beach and located in the Lanai Tower. An ocean front bedroom allows for a greater view from this 5th floor Mahana condo. Tastefully furnished in a tropical green theme with all the amenities. The bedroom has a new 40 inch LED flat screen...
Garden View, Ground-Floor Condo w/ Lanai & Shared Hot Tub/Pool - Walk to Beach
Ke Nani Kai 155Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With views of the surrounding garden property from the living room, both bedrooms, and the private lanai, this...
Welcoming condo with outdoor pool, grills, split AC, patio, & beach access
Kihei Kai Nani 170Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your tropical escapade awaits at this ground-floor, family-friendly condo just 300 steps from Kamaole 11! If you're...
Private Oceanfront Getaway w/ Magnificent Views on the North Shore of Kauai!
Feel at home in paradise at this one-bedroom oceanview condo in Pali Ke Kua, where stunning mountain, sunset, and coastline views await. Nestled in the heart of Princeville, you’ll be just minutes from quaint eateries, local shopping, and world-famous outdoor...
Spacious 2 Bedroom Condo in Waikiki
Enjoy this legal vacation rental in Waikiki conveniently located on the west side of Waikiki. Just minutes away from the beach, convention center, restaurants and more! With two separate bedrooms and a full kitchen this is a perfect family vacation home.- 674 Square...
Maui Sunset Vacation Rentals B419
Fourth floor ocean front view! One of the best locations!! New flooring throughout 2023! Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Large private condominium apartment at the resort condominium complex on...
Ocean-View Condo w/ Pool in Maunaloa!
Walk to Beaches | Tennis Courts | Private LanaiLocated on the Western coast of Maunaloa, this 1-bedroom, 1-bath vacation rental condo places you in a perfect environment to connect with the serenity and natural beauty of the island. Enjoy the secluded Ke Nani Kai...
Renovated Waikiki Banyan Pool View, Free parking
Standard Condo with Mountain and Recreation Deck View, 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 project. Just one block...
Hanalei Bay Resort 91234 By Parrish Kauai- Bay views with AC
One of the best locations on Kauai’s lush North Shore fronting the white sands of Hanalei Bay with amazing views of tropical sunsets, lush green mountains and the sparkling blue waters of the Pacific Ocean. These Kauai condos are located on over 22 acres of Hawaiian...
Direct oceanfront gem @ Sugar Beach Resort, Coastal vibes, Central AC & more!n
Welcome to Sugar Beach 531. This oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit and from your private lanai. Feel right at home with everything from central AC to in unit washer/dryer, and essentials. Situated on...
Hotel Molokai 202
Vacasa at Hotel Molokai 202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A sun-splashed getaway awaits at this sweet studio. Amenities at the Hotel Molokai include the popular...
Open concept home with pool, hot tub, & beach access in a gated community
Kai Lani at Ko Olina 4D - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're here for work or for fun, this is the ideal vacation home for your next...
Ocean Views from Lanai, Living Room & Bedroom! Oceanfront Complex!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** If you are looking for a perfect getaway in paradise, Kauhale Makai 608 is it! The first thing you see when you arrive is a panoramic view of the ocean from this TOP Floor condo. Just sit back and take in...
Humble Hawaiian Monarch Studio | Pool + Gym
This humbly stylish & spacious Waikiki studio is in a great location at the Hawaiian Monarch building. This unit features AC, TV, wifi/cable, work desk & chair, and dining area for 2. The Hawaiian Monarch is a secured building that includes a spacious sun deck with...
Kihei Haven at Village by the Sea, Steps to Beach!
For your next Hawaiian escape, reserve this stunning 1-bedroom, 1-bathroom Kihei vacation rental. Settled right on the beachfront with great views in one of the best central locations in Maui, this coastal condo ensures a genuinely relaxing retreat for all. Spend your...
Charming modern 2bd condo in West Maui
Nestled in the heart of Maui's captivating landscape, Kahana Manor 619 invites you to experience the perfect blend of comfort and scenic beauty. This charming 2-bedroom, 2-bathroom condo offers accommodations for up to 6 guests, located on the 6th floor, accessible by...
Ocean-view condo on golf course with pool, tennis, pickleball & majestic vistas
Blue Horizon, Unit E107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking the Waikoloa Village Golf Course, this Waikoloa ocean-view condo is your ticket to beachside...
Kamaole Sands Unit 7-306 1 Br with Remodeled Kitchen & Bathroom, Sleeps 4
This comfortable spacious S. Kihei condo is located in building 7 conveniently located near the pool. The kitchen has been remodeled and features beautiful new cabinetry, crown moldings, granite countertops, a gorgeous tiled backsplash, and new fixtures. Enjoy your...
Second-Floor Oceanfront Getaway w/ Treetop Views & Free WiFi plus a Shared Pool
Kihei Kai 12Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathe in and experience the ultimate relaxation at this cozy, second-floor Kihei condo. Enjoy treetop views from your...
Downtown Kailua-Kona Escape: Steps to Ocean!
Primely located in the heart of downtown Kona, this breezy vacation rental delivers the ideal Big Island escape for couples or small families. This 1-bathroom studio features a kitchenette for quick meals, a Smart TV for movie nights, and a private balcony for endless...
Hale Momona - Charming Ground Floor Island Hideaway with Ocean Views!
You'll love the ocean views, charming interior, and accessible ground floor location of Hale Momona. The sliding glass doors and picture windows face the water, which means in addition to a nice ocean view, you'll catch the tradewinds and stay cool. During those...
Bright, island retreat with ocean views, pool, & patio
Mahina Surf 104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Oceanfront and filled with island vibes, this efficient condo has everything needed to make unforgettable memories and...
Grand Champions 12, great Wailea location!
Welcome to your serene Wailea retreat! This charming two-bedroom, two-bathroom vacation rental offers the perfect blend of comfort and convenience in a prime location.Step into your fully equipped kitchen, ready for all your culinary needs. The dining area comfortably...
Hosted By Parrish Kauai: Noho Kai at Anini Beach - Classic Hawaiian Beach Cottag
Our Anini Beach rentals include this beach cottage that is located just across the road from Anini Beach with its two-mile stretch of soft white sand and the largest living coral reef on Kauai. This home is just steps away from the beach access path that leads you to...
Big home across the street from the beach, right at the golf course Pool/Spa/AC
Welcome to KonaHome Vacation, a family-owned business dedicated to providing you with exceptional services at the best prices. Thank you for supporting our local business and allowing us to be part of your vacation experience. For the best deals and discounts, please...
Island Condo With Stunning Ocean & Bali Hai Views!
Experience the best of Kaua‘i’s North Shore at Pu‘u Poa, one of Princeville’s most desirable oceanfront enclaves. This beautifully furnished island-style condo offers a private, peaceful retreat just minutes from world-renowned beaches, lush mountain trails,...
Ground-floor, ocean-view getaway with furnished patio, pool, & grills
Mahina Surf 127Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Kick back and relax at this oceanview condo where you can open your sliding glass doors and welcome in the Hawaiian...
Ocean Views w/Lanai and Laundry-Kanaloa at Kona
Kanaloa #2401 is a spacious condo located at the entrance of historic Keauhou Bay. Enjoy your morning coffee and watch the outriggers paddle out. The soft breezes and sometimes evening showers make it a special place.It comes with A/C, washer/dryer, and ceiling fans....
Royal Kuhio 1710 - Spacious Studio w/ Stunning Ocean City Views in Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1710, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Maui Vista 1209: 1 Br w/Partial Ocean Views close to Kamaole Beach Park I
One-bedroom condo with a partial ocean view. This unit sleeps up to four people with a queen bed in the bedroom and a pull out sofa bed in the living room. The kitchen opens up to the dining and living areas creating a wide-open living space. The living room also...
Marriott's Ko Olina Beach Club (3BR)
Your comfortable and sumptuously appointed three-bedroom, three bathroom villa makes the ideal home base for your Hawaiian vacation. Your beautiful villa is equipped with a full kitchen, washer/dryer, high-speed internet, and cable/satellite service on a large...
Ground Floor Garden Villa–Halii Kai at Waikoloa 3C
Slip into chic tropical style in this 1,082sf ground floor suite fringing the fairway. Enjoy “at home” dining ease with the modern kitchen and grill on the furnished lanai. Touches include cool tile floors, AC, ceiling fans, washer/dryer, flat screens, DVD and WiFi....
2-Bedroom Vacation Rental in Waikiki
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Kalama Terrace P102 Wonderful Unit with Excellent Location Close to it All
Book with us and come to Maui to explore everything we have to offer!This is a beautifully remodeled unit. You can escape into your air conditioned large 1 bedroom home that has very nice finishes and a large out door patio. Located near the "Triangle" famous for its...
Keauhou Punahele | Private Lanai w/ Grill
Summary:This family friendly condo in Keauhou Punahele offers privacy and comfort. The Kona country club is less than a mile away so don't forget to reserve your tee-time. The Keauhou Bay Beach Park is half a mile away, great for snorkeling! You'll be nearby the Keauhou...
Live in luxury with Panoramic ocean views free Papaya and other fruits in season
Ultra clean 4extra large bedrooms all tile floors one full bathroom with shower tub combo shampoo and conditioner fresh extra large towels and Charmin ultra toilet paper small kitchen full size refrigerator electric stove and microwave new Maytag coin operated washer...
Idyllic Pahoa Paradise: Hike, Swim & Explore!
Discover where black-sand beaches meet lush tropical surroundings at this dreamy Pahoa vacation rental! Boasting 1 bedroom, 1 bathroom, and a secluded-yet-central location, this cabin has everything you need to embrace island living with ease. Adventure to Rainbow...
Hale Lani:Direct Oceanfront Massive Pool, Gated, Remodeled Beauty
Truly beautiful, Oceanfront 3 bedroom, 3 bathroom home with a HUGE pool and amazing views! This gorgeous home has some recent renovations, and sits on a large lot size with stunning tropical landscaping. The main level has 2 bedrooms, 2 bathrooms, with an open concept...
Valley Isle Resort- Ocean View Penthouse-lots of Whale Watching! 2 bed/2 Bath
Remodeled, very clean, with ocean views from this penthouse (12th floor) condo on the ocean in Kahana. Four guests maximum please. Enjoy ocean views on the lanai off of the living room and master bedroom. Watch your DVD's from home on the 46 inch flat screen TV with a...
#50, ‘Olu ‘Olu Condo | 1 Bed, 1 Bath
#50, ‘Olu ‘Olu Condo with full kitchenette, marble shower walk-in shower, private lanai, short walk to Punalu’u Black Sand BeachA peaceful Hawaiian retreat, teeming with breathtaking views of the ocean, and a 5-minute stroll from the world-famous Punalu’u...
Golfers Fave! Lanai+Wet Bar, Kitchen, AC, WiFi, Flat Screen+Laundry–Kanaloa at Kona 502
Castle Kanaloa at Kona #502 - Why leave this stylish 1,850sf villa? To golf just outside the door! Perks include AC, ceiling fans, WiFi, washer/dryer, DVD, flat screen, work area, wet bar, and lanai off the living area and master. Prep meals in the open kitchen to share...
Budget Friendly Ground Floor Condo Across from Charley Young Beach
Hawaii Tax ID: TA-209-458-7904-01TMK: 390180030013Enjoy this ground floor one bedroom Maui Vista 1114 unit located in the first building of the Maui Vista property. Located right across the street from the very popular Charley Young beach park and only minutes away from...
Stunning Waikiki Beach Retreat - 2 mins from Ocean
Legally permitted rental - TRADEWINDS PLAZA2572 Lemon Rd #305** For your health and safety, we utilize additional Sterilization procedures between reservations.Gorgeous Queen 1 bedroom spacious apartmentAll the appliances / furniture are brand new in this gorgeous...
Waikiki Beach 1-BR Vacation Condo..1/2 Block to Beach!
Welcome to the ideal 1-BR Waikiki Beach Vacation Condo Getaway..centrally located in the heart of Waikiki, and only 1/2 block to the sand! Enjoy full service amenities featuing pool, 24 hour front desk, bell desk, and valet parking. We're just steps to shops,...
Hidden Penthouse 2 bedroom suite Ocean Views!
Vacation Rental in Waikiki, Honolulu, Hawaii!This is a 2 bed/ 1.5 bath Penthouse suite on the 28th Floor Rooftop of 205 Lewers Street.Spacious luxury with panoramic views of Ocean and Waikiki Resort area. With Trump Towers, Sheraton Waikiki, Embassy Suites and...
Well-Equipped Condo with Free WiFi, Shared Pool and Hot Tub - Walk to the Beach
Kamaole Sands 1-304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Kihei for your Hawaiian dream vacation and stay in this cozy condo a quick walk from the beach. Enjoy a...
Royal Kuhio 1709 - Studio w/ Ocean City Views in the Heart of Waikiki
HEART OF WAIKIKI - ROYAL KUHIO 17th floor FREE WIFI! 1 bed 1 bath sleeps 4Free WIFI + Local call: Wifi (1 Gbps) Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1709, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa...
Waikiki Studio Apartment with great Ala Wai Canal Views
New remodeled 10th floor studio apartment at The Royal Aloha.The comfortable and fairly spacious Studio apartment offers a full kitchen & dining space for up to 4 guests & Sleeping for up to 3.The brand new Queen bed and mattress makes falling asleep in comfort super...
4th-floor condo with pool, hot tub, tennis - snowbirds welcome
Maui Banyan Q408A & Q408Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fit with a tennis court and partial ocean view, this condo is all set up to be your retreat near the beach....